Synthesis, characterization, antiplasmodial evaluation and electrochemical studies of water-soluble heterobimetallic ferrocenyl complexes

被引:6
作者
Baartzes, Nadia [1 ]
Stringer, Tameryn [1 ]
Chellan, Prinessa [1 ]
Combrinck, Jill M. [1 ,2 ]
Smith, Peter J.
Hutton, Alan T. [1 ]
Smith, Gregory S. [1 ]
机构
[1] Univ Cape Town, Dept Chem, ZA-7701 Cape Town, South Africa
[2] Univ Cape Town, Sch Med, Dept Med, Div Pharmacol, ZA-7925 Cape Town, South Africa
基金
新加坡国家研究基金会; 英国医学研究理事会;
关键词
Bioorganometallic chemistry; Ferrocene; Antiplasmodial; Heterobimetallic; Water-soluble complexes; ACTIVITY IN-VITRO; PLASMODIUM-FALCIPARUM; ANTIMALARIAL ACTIVITY; PHARMACOLOGICAL EVALUATION; MALARIA; ASSAY; AGENTS; VIVO;
D O I
10.1016/j.ica.2016.02.058
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Three new ferrocenyl-containing heterobimetallic complexes were synthesized using a sodium sulfonate-salicylaldimine mononuclear ferrocenyl complex and various metal precursors. Complexation with ruthenium(II), rhodium(III) and iridium(III) precursors yielded the heterobimetallic complexes, which display good water-solubility. The ferrocenyl ligand acts as a N,O-bidentate chelating ligand, coordinating to the metal center via the imine nitrogen and the deprotonated phenolic oxygen. The complexes were characterized using analytical and spectroscopic techniques. The compounds were evaluated for in vitro antiplasmodial activity against the NF54 chloroquine-sensitive strain of Plasmodium falciparum. The mono-and bimetallic complexes exhibit enhanced activity compared to the salicylaldimine hydrazone. The compounds were evaluated for their ability to inhibit beta-haematin formation but were inactive, suggesting an alternative reason for their antiplasmodial activity. Electrochemical studies on the bimetallic complexes revealed a voltammetric wave corresponding to the oxidation of the ferrocenyl group and another at a more positive potential which inhibited the reversibility of the ferrocenyl oxidation. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:111 / 115
页数:5
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